Sodium Hydroxide → HCID 178429283, compound

Participants

Reaction Conditions

Reaction Steps

Dissolve 4-methyl-5-nitro-pyridin-2-ylamine (3.0 mmol, 0.5 g) in 0.5 mL of sulfuric acid. Add 7.6 mL of water and cool the solution down to 0° C. Add sodium nitrite (4.5 mmol, 0.3 g) and stir the mixture for two hours, allowing to reach room temperature. Dilute with water and add aq. sodium hydroxide solution 10% until basic pH. Extract in ethyl acetate and wash combined organic layers with saturated aq. sodium chloride solution. Dry over sodium sulfate, filter, and concentrate under reduced pressure to give 4-methyl-5-nitro-pyridin-2-ol. MS(ES): m/z=155 [M+H].

Provenance & Evidence